Table 3. Screening of Different Sources of Fluoride in the β-Azidation of 1a to 2aa.
| entry | catalyst | conv (%)b |
|---|---|---|
| 1 | TBAF | 97 |
| 2 | Amberlite IRA400F– | 82 |
| 3 | Amberlite IRA900F– | 90 |
| 4 | KF on alumina | 88 |
| 5 | TBAF on silica gel | 95 |
Reaction conditions: 1a (1 mmol), TMSN3 (1.05), F-sources (5 mol %), CH3CN:H2OAz.(5 M), 60 °C.
Conversion determined by GC analysis. The remaining material is unreacted 1a.
